6,951

Homes in ZIP Code 33042

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  • /53

    $1,710,000

    $89K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,605 Sq Ft

    1481 Sugarloaf Blvd, Summerland Key, FL 33042

    Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy.Enjoy true Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring

    Jenna Stauffer Ocean Sotheby's International Realty

    1481 Sugarloaf Blvd, Summerland Key, FL 33042
  • /26

    $1,060,000

    Sold May 06, 2026

    27350 Barbados Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 2016

    Last Sold Summary

    • 10% Below List Price
    • $1,004/SF
    • 195 Days On Market

    Current Estimated Value $1,077,094

    Last Listing Agent Jonathan Minerick Homecoin.com

    27350 Barbados Ln, Ramrod Key, FL 33042
    • /2

      Est $1,158,026

      Not Listed For Sale

      27310 W Indies Dr, Summerland Key, FL 33042

      • 2 Beds
      • 3 Baths
      • 1,120 Sq Ft
      • Built 1984
      27310 W Indies Dr, Summerland Key, FL 33042

      Last Sold Summary

  • /14

    $3,900

    • 2 Beds
    • 3 Baths
    • 1,080 Sq Ft

    28528 Channel View Dr, Little Torch Key, FL 33042

    Current resident moving out on 6/30/26.This is a 3 story 2 bedroom 2.5 bathroom unfurnished townhome for rent on a year lease.It is located in the community of Little Torch Cottages in Little Torch Key between Marathon and Key West. It has stainless steel appliances, stackable washer and dryer, hurricane windows and doors, two balconies, 2 heated and chilled community pools, gym, sauna,

    Joseph Danieli AKT Realty LLC

    28528 Channel View Dr, Little Torch Key, FL 33042
  • /47

    $1,375,000

    Sold May 20, 2026

    16823 E Point Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2.5 Baths
    • 1,740 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $790/SF
    • 46 Days On Market

    Current Estimated Value $1,215,000

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    16823 E Point Dr, Summerland Key, FL 33042
    • /36

      Est $989,175

      Not Listed For Sale

      27328 Jamaica Ln, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,518 Sq Ft
      • Built 1979
      27328 Jamaica Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 22 Days On Market

  • /25

    $685,000

    $60K PRICE DROP
    • Land
    • 6,098 Sq Ft
    • $4,892,857 per Acre

    28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042

    Vacant Land on Canal waiting on permit 41.5 points today for a 3497 sq.foot house with a roof top area. Permit number# SFDUP -2025-0096 Four-bedroom three-bathroom house. Builder will build for the buyer price and terms to be negotiated Dock and plans are included. Ranked for next quarter to be delivered a permit. Pictures shown as built house.

    Barbara Eads Barbara Eads Realty

    28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042
  • /40

    $1,115,000

    Sold Sep 10, 2025

    28552 Maracaibo Rd, Little Torch Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 988 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $1,129/SF
    • 8 Days On Market

    Current Estimated Value $1,103,531

    Last Listing Agent Teri Hiller Coldwell Banker Schmitt Real Estate Co.

    28552 Maracaibo Rd, Little Torch Key, FL 33042
    • /61

      Est $2,136,939

      Not Listed For Sale

      17153 Buttonwood Dr W, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,426 Sq Ft
      • Built 1998
      17153 Buttonwood Dr W, Summerland Key, FL 33042

      Last Sold Summary

      • 30 Days On Market

  • /46

    $1,269,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    116 Spanish Main Dr, Summerland Key, FL 33042

    Discover your personal sanctuary in the heart of Cudjoe Key, where authentic Florida Keys charm meets modern coastal luxury. This stunning 2-bedroom, 2-bathroom home has been thoughtfully updated to offer the ultimate waterfront lifestyle, just 21 miles from Key West's world-class dining and entertainment. The interior glows with natural light, highlighted by impact-resistant windows and elegant

    Lissete Cadwell, P.A. Hawks Cay Resort Sales LLC

    116 Spanish Main Dr, Summerland Key, FL 33042
  • /42

    $775,000

    Sold Oct 01, 2025

    22988 Port Royal Ln, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,122 Sq Ft
    • Built 1998

    Last Sold Summary

    • 6% Below List Price
    • $691/SF
    • 68 Days On Market

    Current Estimated Value $786,460

    Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    22988 Port Royal Ln, Summerland Key, FL 33042
    • /81

      Est $1,303,761

      Not Listed For Sale

      23041 Snapper Ln, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,664 Sq Ft
      • Built 1992
      23041 Snapper Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 11 Days On Market

  • /82

    $3,399,000

    $300K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,744 Sq Ft

    17183 Coral Dr, Summerland Key, FL 33042

    Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable

    Jan Fritz Coldwell Banker Schmitt RE Co.

    17183 Coral Dr, Summerland Key, FL 33042
  • /77

    $2,500,000

    Sold Jul 15, 2025

    943 Flagship Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $1,395/SF
    • 121 Days On Market

    Current Estimated Value $2,501,636

    Last Listing Agent Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    943 Flagship Dr, Summerland Key, FL 33042
    • /2

      Est $841,334

      Not Listed For Sale

      22910 Privateer Dr, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1988
      22910 Privateer Dr, Summerland Key, FL 33042

      Last Sold Summary

  • /66

    $2,795,000

    • 4 Beds
    • 5.5 Baths
    • 3,224 Sq Ft

    333 Indies Rd, Ramrod Key, FL 33042

    Spectacular sunset views from this custom-built, fully furnished 4-5 bedroom, 51/2 bath oceanside home in beautiful Breeze Swept Beach Estates. Situated on an oversized 10,500 sq. ft. fenced lot, the property offers plenty of parking for boats, RV's, and jet skis.This custom home features 3,224 sq. ft. under air and an additional 1,276 sq. ft. of sunset and sunrise viewing decks, including a

    Greg MacLaren Internet Realty of the Florida Keys

    333 Indies Rd, Ramrod Key, FL 33042
  • /38

    $1,600,000

    Sold Feb 06, 2026

    27314 Saint Lucie Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $960/SF
    • 109 Days On Market

    Current Estimated Value $1,595,210

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    27314 Saint Lucie Ln, Ramrod Key, FL 33042
    • /2

      Est $1,598,754

      Not Listed For Sale

      27362 Anguila Ln, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,842 Sq Ft
      • Built 1975
      27362 Anguila Ln, Summerland Key, FL 33042

      Last Sold Summary

  • /32

    $2,100,000

    New Construction
    • 5 Beds
    • 4 Baths
    • 2,886 Sq Ft

    662 Blackbeard Rd, Little Torch Key, FL 33042

    Pre-Construction Luxury Home | Jolly Roger EstatesIntroducing a rare pre-construction opportunity in the desirable waterfront community of Jolly Roger Estates. This CBS-built, fortress-like home is designed for durability, efficiency, and modern coastal living. The two-story floor plan offers 5 bedrooms, 4 bathrooms, and 2,886 square feet of living space, along with a spacious downstairs storage

    Lanny Gardner Bluescape Real Estate

    662 Blackbeard Rd, Little Torch Key, FL 33042
  • /55

    $1,035,000

    Sold Apr 01, 2026

    231 W Indies Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft
    • Built 1990

    Last Sold Summary

    • 4% Below List Price
    • $752/SF
    • 173 Days On Market

    Current Estimated Value $1,032,940

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    231 W Indies Dr, Summerland Key, FL 33042
    • /12

      Est $639,592

      Not Listed For Sale

      27007 Angelfish Rd, Summerland Key, FL 33042

      • 2 Beds
      • 1,201 Sq Ft
      • Built 1967
      27007 Angelfish Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 281 Days On Market

  • /15

    $644,500

    • Land

    132 Sugarloaf Dr, Summerland Key, FL 33042

    Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt letter in hand, no waiting!! Community Marina and Ramp across the road.Great boating access to both Gulf and Atlantic. This beautiful lot awaits you to build your dream home. There is plenty space for Pool, storage, garage,

    Heather Mason Coastal Collection Real Estate Inc.

    132 Sugarloaf Dr, Summerland Key, FL 33042
  • /58

    $835,000

    Sold May 28, 2025

    23920 Overseas Hwy, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,242 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $672/SF
    • 60 Days On Market

    Current Estimated Value $877,786

    Last Listing Agent Aleida Ramirez United Realty Group Inc

    23920 Overseas Hwy, Summerland Key, FL 33042
    • /34

      Est $949,564

      Not Listed For Sale

      320 Spanish Main Dr, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1989
      320 Spanish Main Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 18 Days On Market

  • /100

    $8,995,000

    $955K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 5,208 Sq Ft

    16750 Old State Road 4a, Summerland Key, FL 33042

    Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beach — a location famously featured in the film ''True Lies''. Designed for the avid boater and those seeking a resort-style lifestyle, this 5,208 sq. ft. residence offers rare amenities and direct access to world-class fishing and

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    16750 Old State Road 4a, Summerland Key, FL 33042
  • /35

    $669,000

    Sold Oct 24, 2025

    28212 Gato Rd, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,077 Sq Ft
    • Built 2000

    Last Sold Summary

    • 4% Below List Price
    • $621/SF
    • 80 Days On Market

    Current Estimated Value $708,819

    Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

    28212 Gato Rd, Summerland Key, FL 33042
    • /41

      Est $430,326

      Not Listed For Sale

      701 Spanish Main Dr Unit 416, Cudjoe Key, FL 33042

      701 Spanish Main Dr Unit 416, Cudjoe Key, FL 33042

      Last Sold Summary

      • 95 Days On Market

  • /50

    $3,495,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 4 Baths
    • 2,766 Sq Ft

    414 Caribbean Dr E, Summerland Key, FL 33042

    OCEANFRONT , POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove, just 30 minutes from Key West. Designed for serious boaters and lovers of open water, this premier deep-water home offers breathtaking Atlantic views, immediate boating access, and the ultimate Florida Keys lifestyle. Beautiful

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    414 Caribbean Dr E, Summerland Key, FL 33042
  • /41

    $650,000

    Sold Jul 01, 2025

    22882 Buccaneer Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1984

    Last Sold Summary

    • 19% Below List Price
    • $580/SF
    • 81 Days On Market

    Current Estimated Value $693,519

    Last Listing Agent Diane Corliss Coldwell Banker Schmitt RE Co.

    22882 Buccaneer Ln, Summerland Key, FL 33042
    • /37

      Est $929,542

      Not Listed For Sale

      139 Le Grand Ln, Summerland Key, FL 33042

      • 3 Beds
      • 1 Bath
      • 1,300 Sq Ft
      • Built 1994
      139 Le Grand Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 48 Days On Market

  • /9

    $225,000

    • Land
    • 7,405 Sq Ft
    • $1,323,529 per Acre

    26837 Overseas Hwy, Summerland Key, FL 33042

    Rare opportunity to acquire a commercially zoned, vacant land parcel, fronting on U.S. Highway 1 in Ramrod Key, Florida. The subject property is 7,340 square foot vacant parcel with 50 feet of direct Overseas Highway frontage. Zoned Suburban Commercial (SC) under the Monroe County Land Development Code.

    Casey Prindle Nicklaus Vance

    26837 Overseas Hwy, Summerland Key, FL 33042
  • /42

    $1,450,000

    Sold Jun 23, 2025

    17177 Bonita Ln W, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,425 Sq Ft
    • Built 1978

    Last Sold Summary

    • 19% Below List Price
    • $1,018/SF
    • 362 Days On Market

    Current Estimated Value $1,456,214

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17177 Bonita Ln W, Summerland Key, FL 33042
    • /27

      Est $1,735,090

      Not Listed For Sale

      22836 Port Royal Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,406 Sq Ft
      • Built 1987
      22836 Port Royal Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 6 Days On Market

  • /2

    $50,000

    $125K PRICE DROP
    • Land
    • 6,969 Sq Ft
    • $312,500 per Acre

    0 Bk 14 Lt 1 Vacant Land Unit B26008689, Cudjoe Key, FL 33042

    **PROPERTY DESCRIPTION** Oceanfront vacant lot in Cudjoe Key, FL (Block 14, Lot 1). Buildable residential parcel located in a platted subdivision, offering open water views and excellent investment potential. No ROGO permit currently in place; buyer must obtain allocation prior to building. Conveniently located near Key West with access to boating, fishing, and diving. Great opportunity to own

    Jaysen Larrieux LoKation

    0 Bk 14 Lt 1 Vacant Land Unit B26008689, Cudjoe Key, FL 33042
  • /52

    $2,300,000

    Sold Sep 12, 2025

    23086 Snapper Ln, Summerland Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 2,586 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $889/SF
    • 147 Days On Market

    Current Estimated Value $2,252,788

    Last Listing Agent Greg MacLaren Internet Realty of the Florida Keys

    23086 Snapper Ln, Summerland Key, FL 33042
    • /37

      Est $890,800

      Not Listed For Sale

      81 Coral Ave, Summerland Key, FL 33042

      • 2 Beds
      • 3 Baths
      • 1,535 Sq Ft
      • Built 1988
      81 Coral Ave, Summerland Key, FL 33042

      Last Sold Summary

      • 13 Days On Market

  • /36

    $1,175,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,518 Sq Ft

    22874 Bluegill Ln, Summerland Key, FL 33042

    Prestigious ''Cudjoe Ocean Shores'' home with quick, deep boating access to both the Atlantic and the Gulf. 85 feet of concrete dock with heavy duty davits and a large step-down water entrance for your backyard swimming and boating pleasure. This immaculate 3 bedroom, 3 bath home comes with a 10,200 Square Foot Lot, New Kitchen with Stainless Appliances, New Full Bath, Impact Windows and Doors,

    Greg MacLaren Internet Realty of the Florida Keys

    22874 Bluegill Ln, Summerland Key, FL 33042
  • /22

    $649,000

    Sold May 20, 2026

    19591 Navajo St, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Below List Price
    • $624/SF
    • 25 Days On Market

    Current Estimated Value $667,264

    Last Listing Agent Mike Kane Internet Realty of the Florida Keys

    19591 Navajo St, Summerland Key, FL 33042
    • /34

      Est $797,950

      Not Listed For Sale

      28551 Buccaneer Rd, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 841 Sq Ft
      • Built 1976
      28551 Buccaneer Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 48 Days On Market

  • /55

    $3,025,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,288 Sq Ft

    17210 Angelfish Ln Unit + 17220, Summerland Key, FL 33042

    A rare double-parcel waterfront opportunity in Lower Sugarloaf Key - offering a newly constructed home plus an adjacent buildable lot, creating the ultimate private boating compound.The newly built 3BD/2.5BA residence with an office/den & laundry/utility room spans 2,288sf on a 16,445sf lot and is thoughtfully designed with an open-concept layout, abundant natural light, and sweeping water

    The Spottswood Team Truman & Co. (KW)

    17210 Angelfish Ln Unit + 17220, Summerland Key, FL 33042

Showing Results 361 - 400, Page 10 of 18

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